Coolidge Corner South Side Holidays from £1,407

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Your Coolidge Corner South Side Holiday

Our Coolidge Corner South Side holiday packages are a fast and convenient way to organise and reserve your next getaway. Experience the magic of this unique neighbourhood without the bother of organising it all yourself. Not sure where to go during your trip to Coolidge Corner South Side? Nearby attractions such as Boston College, Agganis Arena and Coolidge Corner Theatre are good places to begin. Don't just dream it — turn it into reality! Secure your perfect Coolidge Corner South Side holiday with Expedia and travel your way.

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was £1,936, price is now £1,407 per person
£1,407
per person
19 Jul - 22 Jul
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
Right in heart of town

Reviewed on 12 May 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was £2,033, price is now £1,446 per person
£1,446
per person
19 Jul - 22 Jul
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
clean and great staff

Reviewed on 8 May 2026

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
North Brookline
Price was £2,262, price is now £1,735 per person
£1,735
per person
21 Jun - 26 Jun
found 16 hours ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
7.4/10 Good! (3 reviews)
Easy to check in, students friendly apartment, convenient location, easy to call Uber or Lyft, and within 20 min. drive to the famous universities.

Reviewed on 1 Apr 2026

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Price was £1,923, price is now £1,510 per person
£1,510
per person
21 Jun - 24 Jun
found 13 hours ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (3,741 reviews)
my breakfast was wounderfull

Reviewed on 14 May 2026

Luxury 2BR near Cambridge

3 out of 5
Prospect Hill
Price was £2,196, price is now £1,744 per person
£1,744
per person
21 Jun - 26 Jun
found 16 hours ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
8/10 Very Good! (1 review)

Where to stay in Coolidge Corner South Side

Find the best Coolidge Corner South Side areas and neighborhoods for the activities you enjoy most. Learn more about Coolidge Corner South Side
Downtown Boston

Downtown Boston

4.5/5(95 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Top hotels in Coolidge Corner South Side

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is £227 per night from 25 May to 26 May
£227
25 May - 26 May
includes taxes & fees
9.6/10 Exceptional! (4,343 reviews)
The only hiccup we had was a less than helpful staff at the restaurant for dinner. after a brief “discussion” things changed and we had a good meal.

Reviewed on 13 May 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £109 per night from 25 May to 26 May
£109
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (2,604 reviews)
This was such a fun location and a great way for people to share a room and save some money in downtown Boston. We loved the experience, the hotel, and the staff. 10/10. Would stay here again!

Reviewed on 11 May 2026

The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £186 per night from 29 May to 30 May
£186
29 May - 30 May
includes taxes & fees
9.2/10 Wonderful! (4,644 reviews)
This is one of the best decisions I ever made honestly!! They were all so sweet. The hotel was gorgeous and I had written a note for them before coming that it was my birthday and if I could get the highest floor. They had 22 floors and gave me the 20th and not just that but they also had a cup desert ...

Reviewed on 13 May 2026

Omni Boston Hotel at the Seaport
See all 4,153 properties in Coolidge Corner South Side
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Coolidge Corner South Side travel package cost?
Explore the best of Coolidge Corner South Side from as little as £1,407. We offer a wonderful selection of hotels, flights and rental cars to suit your travel style. Pick up even more discounts when you add a few activities or tours to your package.
If I'm not able to travel, can I cancel my Coolidge Corner South Side travel package?
Because we understand life is full of surprises, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your Coolidge Corner South Side travel package in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Coolidge Corner South Side?
If you love amazing deals, combine your bookings into a Coolidge Corner South Side travel package. Whether you're chasing flights, hotels, rental cars or activities, you can book them all in one place. You'll have ample choice at your fingertips as well. Expedia has more than 550 airlines and 1,000,000 hotel options all over the world to pick from. Fly with who you want, stay in a place you like and save precious money — now that's the perfect holiday!
Does Expedia offer Book Now, Pay Later Coolidge Corner South Side holidays?
Yes. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply choose the payment plan best suited to your needs during checkout and take away the stress of budgeting for your trip. Remember to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip across multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is much easier with this payment plan. Just put down a small deposit on your escape and then start packing your bags.

Where should I stay in Coolidge Corner South Side?
Stay close to the action. Many people like to book hotels around top sights, like Agganis Arena, Paradise Rock Club and Coolidge Corner Theatre.
What are the top hotels in Coolidge Corner South Side?
If this will be your first visit to Coolidge Corner South Side, make a reservation at Arcadian Hotel Brookline or Courtyard by Marriott Boston Brookline. Both hotels will make you feel at home and are favourites among many savvy travellers.
How far in advance should I book my Coolidge Corner South Side holiday?
Reward yourself with the biggest variety and the cheapest prices by booking your holiday to Coolidge Corner South Side early. Airlines usually release tickets anywhere up to 12 months prior to departure, so start locking things in as soon as you can. That being said, Expedia is constantly working to give you the best deals around, so it's always a good time to book your dream holiday!
What does an Expedia Coolidge Corner South Side travel package include?
Travel packages include flights, hotels and rental cars, but you can mix and match them to create your perfect Coolidge Corner South Side getaway. You can also add on some activities and tours once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll get discounts you won't find elsewhere.
What should I know before booking a Coolidge Corner South Side travel package?
So many places to venture to, so many things to see. With a travel package, you'll be able to tick more of them off your list. Combine your hotels, rental cars and flights and get ready to save.
Can I choose my airline with a Coolidge Corner South Side Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our travel packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.

Popular places to visit

Fenway Park

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

£42
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

£58
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
History and Hauntings of Salem Guided Walking Tour

History and Hauntings of Salem Guided Walking Tour

£26
per adult
98% of travellers recommend
History and Hauntings of Salem Guided Walking Tour
See all activities in Boston

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.